"Shift"/Proporção não funciona no Free Transform!

Hi, Please make sure you have selected the Layer that you want to resize and then press Ctrl + T then resize it without holding shift or any key.

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Check this out. New behavior of photoshop about transform.

Transform proportionally by default

Photoshop now transforms most layer types (such as pixel layers, type layers, bitmaps, Placed Smart Objects) proportionally by default. Shapes and paths, that is vectors, still transform non-proportionally by default.

When transforming a layer, you no longer need to hold down the Shift key while dragging a corner handle to resize a selected layer to constrain its proportions. Anytime you drag a corner handle during transform and move it, the layer resizes proportionally. Holding down the Shift key now resizes non-proportionally when you drag a corner handle during transform.

To resize a layer proportionally during transform, do the following:

1. Select the layer(s) you want to resize in the Layers panel.
2. Press Command + T (Mac) / Control + T (Win). Alternatively, choose Edit > Free Transform.
3. Drag a corner handle on the bounding box to resize the layer.
4. Commit the changes.

How do I turn off the new proportional scaling by default behavior while transforming layers?

To revert to the legacy transform behavior, do the following:

1. Use Notepad (Windows) or a text editor on Mac OS to create a plain text file (.txt).
2. Type the text below in the text file:
   
   TransformProportionalScale 0
   
   
3. Save the file as "PSUserConfig.txt" to your Photoshop settings folder:
   • Windows: [Installation Drive]:\Users\[User Name]\AppData\Roaming\Adobe\Adobe Photoshop CC 2019\Adobe Photoshop CC 2019 Settings\
   • macOS: //Users/[User Name]/Library/Preferences/Adobe Photoshop CC 2019 Settings/